My wife Stephanie and I headed down to one of our favorite destinations to celebrate our anniversary. No kids, no worries, no limit to the fun. Except half-way through the trip I have to make a one day business trip. Unavoidable and unfortunate, but good business is why we can afford this trip. We had a fantastic first few days. Time away is always good for our sex lives and a good sex life is always good for our whole lives. My beautiful wife always gives me road head as we head across the 7 mile bridge on our way to Key West. On these trips, she doesn't hesitate to flash me on the beach or in a bar. She rarely wears panties and is always wet and ready to duck into a dark alley for a quickie or grope a little in the back of a cab.
The day for my trip back to reality arrived. Steph elected to stay and hang out at the resort. Beach, pool, tiki bar... all the amenities so why go any where else, right?
I got up early, started the coffee and hopped in the shower. Steph could have slept late but the sound of the shower, combined with the hyper state of sexuality of these vacations, motivated her to head toward the sound of the shower. I heard her come in and through the glass shower door I could see her watching me. She was still naked from the night before. The sight of her watching me made me hard. I decided to wash all of my parts really well as long as I had an audience. Steph couldn't resist the urge so she hopped in the shower with me. I faced away and pretended not to know she was there. She came close behind me, pressed her body against mine. I felt her curves, her soft flesh and her hard nipples against my back. Stephanie reached around felt for my hard cock, her hands enjoyed the hardness and the heft of my hard on. I squirted a little coconut scented conditioner onto her hand to lube things up and she gave me a warm wet silky smooth hand job. Her slender little hands know how to work my cock and balls. She has been playing with my junk for a couple decades and she expertly jacked me off.
After regaining my balance after the orgasm, we made out and groped a bit but she turned down my offer to reciprocate telling me she'd wait until later.
I hoped that meant I'd get some photos of her playing with her pussy by the time my plane landed back in the Midwest. I grabbed my day bag, a cup of joe and took off in the rental car toward the airport feeling pretty contented and hoping to find a horny wife waiting for me in about 12 hours.
Sweet, sexy Steph found herself alone, horny, wide awake and a little hungry so first things first. she threw on a skimpy sundress and walked across the well manicured grounds to have breakfast near the main resort pool. She found a table for two by the pool and enjoyed the fresh fruit on the buffet. She sat there in the sunshine and read her cheap trashy novel on her phone. She stayed a little too long and the place filled up. Steph was oblivious because the young airman in her book was about to be reunited with his bride for a secret rendezvous in a park at night under a statue of some local hero. She was just getting to the good stuff when she was brought back to reality. A beautiful women asked Steph if she could join her as the patio had filled up and there were no empty tables. Startled, Stephanie invited the tall dark stranger to have a seat.
The new woman, Amy, was staying in the resort by herself for another day. The two hit it off. Neither had serious plans for the day so they sat and talked till the staff wanted to clean up to get ready for the lunch crowd. Steph was feeling pretty proud of herself for making a new friend and Amy's dark eyes just seemed to draw Steph in. They both planned to head down to the beach at the resort and Amy offered to save a lounge chair since she already had her swimsuit on under her cover up and Steph needed to go get changed.
Up in her room changing in front of the mirror Stephanie admired her sun kissed body. Tan lines complimented her petite figure. Her causal vacation routine left her long brown hair tousled and sexy. Between the great sex for days before, the shower hand job and the trashy novel she was more than a little horny so she snapped a topless picture and sent it to me as a tease. She also called and scheduled a massage for an hour later. What the hell, she was on vacation right?
A few minutes later she found Amy laying out in a bikini with a chair saved for Steph. Steph couldn't help but appreciate Amy's beauty. She had beautiful dark eyes full lips, incredibly long legs and a tight fit body, she had been down in the islands for 10 days already and she had tanned to a nice bronze. She wore that Miami cut bikini that was almost a thong but not quite. The two women got along amazingly well. Steph is not usually quick to make friends but the two had lots in common. Amy was a single parent but they both had kids in high school and college back up north. They worked in similar fields and the time passed quickly. They each had a mimosa or two and soaked up the sun. Amy had an energy charge about her that was contagious. She was having fun and gave off a sexual vibe that was palpable.
The two lovely women drew more than one casual glance from passing by admirers and the cabana boys were attentive to their needs. They were both beautiful women clearly enjoying themselves. Not fake Barbie doll pretty. They were both the hot mom on their street. At one point Steph rolled over to laugh at something Amy said and noticed that Amy had removed her bikini top. This is not a rarity on these beaches but Steph took advantage of her dark sun glasses and snuck another peek at Amy's tits. Her breasts were a little larger than Steph's, her nipples were dark with very little areola. Over all they were very nice. It's not every day you find yourself having a wonderful conversation with a beautiful topless women. Steph felt like she got caught looking when Amy gave her a devilish smirk, but it didn't get awkward, the glance just added to the buzz of the day.
The next time Steph snuck a glimpse, Amy told her "go ahead and look. I didn't take my top off because I am shy, to be honest I'd always be naked if I could".
Steph was enjoying herself and felt a little sad to be leaving for her massage. Amy suggested she see if Steph could take her massage on Amy's deck instead of down in the resort spa. That way they could continue their girl's day. The hotel staff agreed and they set up on the semi private deck off of Amy's room.
The masseuse gave Steph privacy to strip down and cover up with a towel. The masseuse was an attractive enough mid 20s guy who looked like he worked out a bit. Amy poured a couple drinks and laid out near the massage table. The masseuse got to work on Steph. He had strong hands and was good at his job. Amy removed her top again seemingly determined to avoid tan lines while she played on her phone texting someone. Amy laughed and said this guy she was seeing back home wanted to see her new friend so she snapped a sexy picture of Steph lying nude on her belly with her ass mostly covered by a towel.
Then she took a topless selfie so "he wouldn't be too distracted by the gorgeous Stephanie", which made Steph blush a little. Amy read a few of the flirty texts from her friend. Apparently he liked the idea of two beautiful mostly naked women hanging out. Steph could have sworn she felt a growing bulge in the masseuse's shorts as he rubbed up against her bare flesh and wasn't surprised to realize this situation was turning on at least two of them.
Amy wandered in and out of her room, still topless and completely comfortable with her body. The sun gave her body a copper glow. She had beautiful feminine tattoos that added curves and color. Amy called down and hired the masseuse to stay another ½ hour. Soon Steph's time was up and Amy wanted her turn. Steph got up after her massage with some modesty and slipped into a sundress. Amy dropped her swimsuit bottoms and hopped onto the table without any concern. She was not showy just nude, confident and comfortable. Amy had shaved pubic hair in a little landing strip similar to how Steph kept herself. The masseuse excused himself for a few minutes to get more oils for the second massage.
Amy told Steph that she was feeling kind of playful and wanted to tease the masseuse when he came back. Amy said after touching Steph for ½ hour he probably got him worked up and Amy was planning on some deep breathing and "act" all aroused and horny. Amy thought it'd be fun to tease him. Steph thought it'd be a fun game to watch. Steph watched as Amy received her massage. The man's strong hands knew what to do. Every time he hit a new muscle Amy breathed and moaned a little. Steph was certain the poor guy was struggling to remain professional. He had a certain physical reaction that was hard to hide in his snug shorts. Steph was enjoying the show and found herself dripping wet. She needed to go at least slip a finger inside herself or maybe rub off a quick one. Just to relieve the pressure. This morning was crazy. Stephanie squeezed past the massage table to go into the bathroom and Amy casually reached out and brushed her manicured nails against Steph's legs as she walked by, which felt fantastic!
In the privacy of the bathroom Steph decided to tease me with a sexy picture and a few details about her morning. When my mild mannered wife returned to the patio Amy was on her belly but she had her legs spread and as Steph walked by she could see that Amy was visibly sticky wet. She even made a few very contented sounds. Steph had just tasted the sweet stickiness between her own legs and couldn't help wonder about ....